3-Chloro-1,2-benzisoxazole

Name: 3-Chloro-1,2-benzisoxazole
Brand: ChemScene
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CAS No. 16263-52-8
Cat. No. CS-W019471
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 16263-52-8

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General Information

CAS No. 16263-52-8
Cat. No. CS-W019471
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClNO
Molecular Weight 153.57
Synonym(s) 3-chlorobenzo[d]isoxazole
SMILES ClC1=NOC2=C1C=CC=C2

Description

3-Chloro-1,2-benzisoxazole is a bench-stable heterocyclic scaffold featuring a chlorinated benzene ring fused to an isoxazole moiety. This electron-deficient system integrates readily into synthetic routes requiring directed functionalization or as a building block in medicinal chemistry.

Application

3-Chloro-1,2-benzisoxazole serves as a versatile heterocyclic building block in medicinal chemistry and agrochemical synthesis. Its chlorine substituent enables direct electrophilic substitution or palladium-catalyzed coupling reactions, while the benzisoxazole core provides metabolic stability and favorable pharmacokinetic properties. The compound exhibits excellent bench stability and compatibility with diverse reaction conditions, facilitating efficient incorporation into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  21725-69-9
- ~79%
- In-stock
  
  16263-52-8
References
- Yevich, Joseph P.; New, James S.; Smith, David W.; Lobeck, Walter G.; Catt, John D.; et al. Journal of Medicinal Chemistry, 1986 , vol. 29, # 3 p. 359 - 369
Route2
- In-stock
  
  89-73-6
- ~%
- In-stock
  
  16263-52-8
References
- Journal of Medicinal Chemistry, , vol. 29, # 3 p. 359 - 369

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 26.03
LogP 2.4812
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzoisoxazole compounds

Key Words

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3-Chloro-1,2-benzisoxazole

CAS No. 16263-52-8

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